Hotels with Swimming Pool in Highland Lake, New York

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Check availability on Highland Lake Hotels with Swimming Pool

Top Highland Lake Hotels with Swimming Pool

Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
  • Indoor pool
  • Pool loungers
  • Full-service spa
8.6 out of 10, Excellent, (1097)
Swimming becomes a premium experience in the elegant indoor pool area, complete with free cabanas and sun loungers. Beyond poolside relaxation, this luxury mountain retreat offers casino excitement, spa treatments, and six distinctive restaurants.
Resorts World Catskills Casino
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4.0 star property
Monticello
  • Outdoor pool
  • Indoor pool
  • Poolside bar
  • Pool loungers
8.2 out of 10, Very Good, (1814)
Sprawling aquatic entertainment awaits families at this Catskills resort featuring both indoor and outdoor pools. Children delight in the dedicated kids' pool, while adults appreciate poolside cabanas, bar service, and the relaxing lazy river.
The price is P9,402
P14,387 total
includes taxes & fees
Nov 20 - Nov 21
The Kartrite Resort & Indoor Waterpark
Indoor pool
Hampton Inn Monticello

Hampton Inn Monticello

2.5 star property
Monticello
  • Indoor pool
9.4 out of 10, Exceptional, (608)
Swimming enthusiasts revel in the temperature-controlled indoor pool, open from morning until evening for invigorating laps or leisurely soaks. The hotel combines aquatic enjoyment with comprehensive fitness facilities and spacious, modern rooms praised for exceptional cleanliness.
The price is P7,200
P8,136 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn Monticello
Indoor pool
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 star property
Matamoras
  • Indoor pool
8.8 out of 10, Excellent, (1004)
Dive into the spotless indoor pool, consistently praised by guests who often enjoy exclusive access during late-night swims until 11 PM. Comfortable, spacious rooms and a hearty breakfast buffet complete this mountain retreat experience.
The price is P5,150
P5,613 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn Matamoras/Milford
Indoor pool, sun loungers
Best Western Monticello

Best Western Monticello

2.5 star property
Monticello
  • Indoor pool
  • Pool loungers
8.2 out of 10, Very Good, (1002)
Seasonal swimming awaits in the pristine indoor pool area, where sun loungers provide comfortable relaxation year-round. The hotel complements aquatic pleasures with a modern fitness center, sauna, and spotlessly clean, comfortable rooms.
The price is P5,457
P6,166 total
includes taxes & fees
Nov 24 - Nov 25
Best Western Monticello
Seasonal outdoor pool
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2.0 star property
Wurtsboro
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Room service
7.6 out of 10, Good, (583)
Seasonal outdoor pool beckons from May through September, providing a peaceful retreat after exploring nearby Orange County Fairgrounds. Clean, comfortable rooms with thoughtful amenities create a serene atmosphere for rejuvenating stays.
The price is P6,069
P6,858 total
includes taxes & fees
Dec 14 - Dec 15
Days Inn by Wyndham Wurtsboro
Indoor pool
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4.0 star property
Monticello
  • Indoor pool
  • Hot tub
8.0 out of 10, Very Good, (501)
Mountain views complement refreshing swims in the pristine indoor pool, where rejuvenation continues with hot tub soaks and sauna sessions. After water-based wellness, guests savor delicious made-to-order meals, including vegan options at this peaceful Catskills retreat.
The price is P19,710
P22,272 total
includes taxes & fees
Nov 23 - Nov 24
YO1 Longevity & Health Resorts, Catskills
Seasonal outdoor pool, open 10:00 AM to 9:00 PM, cabanas (surcharge)
Silver Birches

Silver Birches

3.5 star property
Hawley
  • 2 poolside bars
  • Pool loungers
8.6 out of 10, Excellent, (281)
Seasonal outdoor pool sparkles against Lake Wallenpaupack views, complete with private cabanas, sun loungers, and twin poolside bars serving refreshing drinks. Adventurous travelers enjoy nearby fishing, kayaking, and cycling trails.
The price is P8,917
P12,453 total
includes taxes & fees
Dec 15 - Dec 16
Silver Birches
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

3.5 star property
Eldred
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (107)
Seasonal pool sanctuary invites guests to bask under umbrellas while admiring lake views. Beyond refreshing dips, adventure seekers can explore hiking trails, kayak pristine waters, or unwind in the bubbling hot tub after active days.
The price is P23,600
P27,551 total
includes taxes & fees
Dec 15 - Dec 16
The Bradstan Boutique Hotel
Indoor pool
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2.0 star property
Monticello
  • Indoor pool
  • Full-service spa
8.2 out of 10, Very Good, (197)
Swimming enthusiasts revel in the pristine indoor pool, complemented by rejuvenating spa treatments just steps away. After aquatic adventures, 7 diverse restaurants and bars await, offering culinary delights amid the immaculately clean resort atmosphere.
The Alder at Resorts World Catskills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Lake Hotel Reviews

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

10/10 Excellent
"Clean great breakfast. Thank you!!!"
Phil 1-night trip
Posted 3 days ago
Hampton Inn Matamoras/Milford

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Frequently asked questions

What are some hotels with pools in Highland Lake?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. Best Western Hunt's Landing Hotel Matamoras/Milford: Provides buffet, an indoor pool, and free self parking. Days Inn by Wyndham Liberty: Features daily, a pool, and free self parking. Days Inn by Wyndham Wurtsboro: Offers daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Highland Lake?
The picturesque setting of Sidwell Lake showcases the area's natural beauty. During your stay, check out sights such as Mohican Lake, Kadampa Meditation Center New York and World Peace Temple, and Forestburgh Playhouse.
When is the best time to book a hotel with a pool in Highland Lake?
Taking into account the local weather in Highland Lake can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Lake are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.